| Date | Start | End | Visitor | Home | Venue |
| 12/3/2023 | 9:15 AM | 10:30 AM | Natick Catholic B9-10 1 | Natick Catholic B9-10 3 | Wilson Middle School |
| 12/3/2023 | 10:30 AM | 11:45 AM | Natick Catholic B11-12 1 | Natick Catholic B11-12 3 | Wilson Middle School |
| 12/3/2023 | 11:45 AM | 1:00 PM | St Edward B7-8 1 | Natick Catholic B7-8 1 | Wilson Middle School |
| 12/3/2023 | 1:00 PM | 2:15 PM | St Ed B11-12 1 | Natick Catholic B11-12 2 | Wilson Middle School |
| 12/10/2023 | 10:30 AM | 11:45 AM | St Edwards B9-10 1 | Natick Catholic B9-10 3 | Wilson Middle School |
| 12/10/2023 | 11:45 AM | 1:00 PM | St Ed B11-12 2 | Natick Catholic B11-12 3 | Wilson Middle School |
| 12/10/2023 | 1:00 PM | 2:15 PM | St Mary Wrentham B11-12 1 | Natick Catholic B11-12 1 | Wilson Middle School |
| 1/7/2024 | 9:15 AM | 10:30 AM | St Mary Wrentham B11-12 2 | Natick Catholic B11-12 2 | Wilson Middle School |
| 1/7/2024 | 10:30 AM | 11:45 AM | St Mary Franklin B7-8 2 | Natick Catholic B7-8 1 | Wilson Middle School |
| 1/14/2024 | 9:15 AM | 10:30 AM | St Mary Wrentham B9-10 2 | Natick Catholic B9-10 2 | Wilson Middle School |
| 1/14/2024 | 10:30 AM | 11:45 AM | Westwood Catholic B9-10 1 | Natick Catholic B9-10 3 | Wilson Middle School |
| 1/14/2024 | 11:45 AM | 1:00 PM | St Mary Franklin B11-12 2 | Natick Catholic B11-12 2 | Wilson Middle School |
| 1/14/2024 | 1:00 PM | 2:15 PM | Westwood Catholic B11-12 1 | Natick Catholic B11-12 3 | Wilson Middle School |
| 1/21/2024 | 8:30 AM | 10:30 AM | St Catherine B9-10 2 | Natick Catholic B9-10 1 | Wilson Middle School |
| 1/21/2024 | 9:45 AM | 11:45 AM | St Martin Boys 11-12 1 | Natick Catholic B11-12 3 | Wilson Middle School |
| 1/28/2024 | 9:15 AM | 10:30 AM | Natick Catholic B11-12 2 | Natick Catholic B11-12 1 | Wilson Middle School |
| 1/28/2024 | 10:30 AM | 11:45 AM | St Mary Wrentham B9-10 2 | Natick Catholic B9-10 1 | Wilson Middle School |
| 1/28/2024 | 11:45 AM | 1:00 PM | St Agatha B11-12 1 | Natick Catholic B11-12 3 | Wilson Middle School |
| 1/28/2024 | 1:00 PM | 2:15 PM | St Mary Franklin B7-8 1 | Natick Catholic B7-8 1 | Wilson Middle School |
| 2/4/2024 | 9:15 AM | 10:30 AM | St Mary Franklin B910 4 | Natick Catholic B9-10 1 | Wilson Middle School |
| 2/4/2024 | 10:30 AM | 11:45 AM | St Mary Franklin B7-8 3 | Natick Catholic B7-8 1 | Wilson Middle School |
| 2/11/2024 | 9:15 AM | 10:30 AM | St Mary Franklin B11-12 4 | Natick Catholic B11-12 1 | Wilson Middle School |
| 2/11/2024 | 10:30 AM | 11:45 AM | St Edward B7-8 2 | Natick Catholic B7-8 1 | Wilson Middle School |
| 2/18/2024 | 9:15 AM | 10:30 AM | Natick Catholic B11-12 2 | St Mary Wrentham B11-12 1 | Wilson Middle School |